Comprehensive Benefits Jobs in Chicago, IL

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Looking for Comprehensive Benefits jobs in Chicago, IL? Browse our curated listings with transparent salary information to find the perfect Comprehensive Benefits position in the Chicago, IL area.

Data Scientist

Company: PayPal

Location: Chicago, IL

Posted Sep 03, 2025

We enable consumers to exchange funds more safely with merchants using a variety of funding sources, which may include a bank account, a PayPal or Venmo account…

Retail Sales Associate (Electronics Repair)

Company: Asurion

Location: La Grange, IL

Posted Sep 02, 2025

Provide technical expertise, troubleshoot, and repair customer electronic devices. Through interactions with customers, our experts demonstrate integrity in…

CDL A Transportation Driver - Home Daily

Company: Dayton Freight

Location: Des Plaines, IL

Posted Sep 03, 2025

At least 18 months of commercial driving experience. Perform pre and post trip inspections on tractor/trailer. Maintain cleanliness of company vehicle.

Medical Contact Center Agent (Bilingual English/Spanish)

Company: The Chicago Lighthouse

Location: Chicago, IL

Posted Sep 03, 2025

STATEMENT OF PURPOSE: The Medical Contact Center Agent will be responsible for outbound and inbound calls, voicemails, and emails to/from insurance plan members…

Registered Nurse - Cantonese Bilingual

Company: Oak Street Health

Location: Chicago, IL

Posted Sep 03, 2025

Active Registered Nurse (RN) Licensure in good standing with the applicable state. Qualified applicants with arrest or conviction records will be considered for…

Club Housekeeper | Union Padel Club

Company: Lakeshore Sport & Fitness

Location: Chicago, IL

Posted Sep 03, 2025

As a Club Housekeeper, you’ll be responsible for making sure our courts, locker rooms, lounges, and other areas are always clean, safe, and welcoming for…

Project Director - Commercial Construction

Company: Knight Commercial Services

Location: Chicago, IL

Posted Sep 02, 2025

Oversee all daily field operations to ensure proper site safety, construction, progress, quality control and a clean site. Must be able/willing to travel.

Special Agent: Education/Teaching Expertise

Company: Federal Bureau of Investigation

Location: Chicago, IL

Posted Sep 03, 2025

Candidates must have a bachelor’s degree or higher (preferably in education or a related field) from a U.S. accredited college or university.

Executive Kitchen Manager

Company: Cooper's Hawk Winery & Restaurants

Location: Oak Park, IL

Posted Sep 03, 2025

Preferred certifications include ServSafe and state/local licensing requirements. Ensure strong collaboration between kitchen and front-of-house operations.

Retail Sales Associate- Water Tower (Part Time)

Company: Eileen Fisher

Location: Chicago, IL

Posted Sep 03, 2025

Employee and Friends & Family discount. Ability to climb short/tall ladders, twist, bend, and stoop to retrieve items from floor, shelves, and hooks.

Staff Software Engineer

Company: Grainger

Location: Chicago, IL

Posted Sep 03, 2025

Proven experience collaborating across teams to develop and implement software engineering best practices. Providing the right product at the right price is…

CUSTODIAN - The Dump Furniture

Company: NEW VENTURE HOLDINGS, LLC

Location: Lombard, IL

Posted Sep 02, 2025

Safe handling of all chemicals and cleaning agents. Employee discount on already great deals. Ensure the highest degree of cleanliness in center is consistently…

Frequently Asked Questions

What are the typical salary ranges for Comprehensive Benefits roles at different seniority levels?
Entry‑level Benefit Analyst: $55k–$75k; Mid‑level Analyst or Consultant: $75k–$95k; Senior Analyst or Manager: $95k–$130k; Director of Benefits: $130k–$170k; VP of Compensation & Benefits: $170k–$220k.
What skills and certifications are required for a career in Comprehensive Benefits?
Core skills: HRIS mastery (Workday, SAP SuccessFactors, Oracle HCM), SQL and Tableau for data analysis, vendor scorecard creation, compliance with ERISA, ACA, COBRA, and HIPAA. Certifications that add value: SHRM‑SCP, HRCI CRA, Certified Benefits Professional (CBP), Certified Employee Benefit Specialist (CEBS), and Gusto’s GDS credential.
Is remote work available for Comprehensive Benefits positions?
Yes. Tech firms such as Atlassian, GitHub, and Buffer offer fully remote and hybrid benefit teams. Remote roles require strong digital collaboration, familiarity with virtual HRIS environments, and self‑management of vendor relationships.
What career progression paths exist within Comprehensive Benefits?
Typical progression: Benefit Analyst → Lead Analyst → Benefit Manager → Benefits Director → Vice President of Compensation & Benefits. Each step adds responsibility for strategy, budgeting, cross‑functional leadership, and executive reporting.
What industry trends are shaping the future of Comprehensive Benefits?
Key trends include AI‑driven benefit personalization, expanded mental‑health and wellness programs, ESG‑aligned benefit packages, integration of health data analytics, and blockchain solutions for claims processing. Hybrid‑work models also drive new transportation and flexible‑time benefits.

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